1072-95-3Relevant academic research and scientific papers
A General Approach to Deboronative Radical Chain Reactions with Pinacol Alkylboronic Esters
André-Joyaux, Emy,Kuzovlev, Andrey,Renaud, Philippe,Tappin, Nicholas D. C.
supporting information, p. 13859 - 13864 (2020/06/10)
The generation of carbon-centered radicals from air-sensitive organoboron compounds through nucleohomolytic substitution at boron is a general method to generate non-functionalized and functionalized radicals. Due to their reduced Lewis acidity, alkylboronic pinacol esters are not suitable substrates. We report their in situ conversion into alkylboronic catechol esters by boron-transesterification with a substoichiometric amount of catechol methyl borate combined with an array of radical chain processes. This simple one-pot radical-chain deboronative method enables the conversion of pinacol boronic esters into iodides, bromides, chlorides, and thioethers. The process is also suitable the formation of nitriles and allylated compounds through C?C bond formation using sulfonyl radical traps. The power of combining radical and classical boron chemistry is illustrated with a modular 5-membered ring formation using a combination of three-component coupling and protodeboronative cyclization.
Design, synthesis and SAR study of bridged tricyclic pyrimidinone carboxamides as HIV-1 integrase inhibitors
Patel, Manoj,Naidu, B. Narasimhulu,Dicker, Ira,Higley, Helen,Lin, Zeyu,Terry, Brian,Protack, Tricia,Krystal, Mark,Jenkins, Susan,Parker, Dawn,Panja, Chiradeep,Rampulla, Richard,Mathur, Arvind,Meanwell, Nicholas A.,Walker, Michael A.
, (2020/05/18)
The design, synthesis and structure-activity relationships associated with a series of bridged tricyclic pyrimidinone carboxamides as potent inhibitors of HIV-1 integrase strand transfer are described. Structural modifications to these molecules were made in order to examine the effect on potency towards wild-type and clinically-relevant resistant viruses. The [3.2.2]-bridged tricyclic system was identified as an advantageous chemotype, with representatives exhibiting excellent antiviral activity against both wild-type viruses and the G140S/Q148H resistant virus that arises in response to therapy with raltegravir and elvitegravir.
Photochemistry of N-acetyl-, N-trifluoroacetyl-, N- mesyl-, and N-tosyldibenzothiophene sulfilimines
Desikan, Vasumathi,Liu, Yonglin,Toscano, John P.,Jenks, William S.
, p. 4398 - 4414 (2008/09/21)
(Chemical Equation Presented) Time-resolved infrared (TRIR) spectroscopy, product studies, and computational methods were applied to the photolysis of sulfilimines derived from dibenzothiophene that were expected to release acetylnitrene, trifluoroacetylnitrene, mesylnitrene, and tosylnitrene. All three methods provided results for acetylnitrene consistent with literature precedent and analogous experiments with the benzoylnitrene precursor, i.e., that the ground-state multiplicity is singlet. In contrast, product studies clearly indicate triplet reactivity for trifluoroacetylnitrene, though TRIR experiments were more ambiguous. Product studies suggest that these sulfilimines are superior sources for sulfonylnitrenes, which have triplet grounds states, to the corresponding azides, and computational studies shed light on the electronic structure of the nitrenes.
HOMOLOGATION DES DERIVES HALOGENES
Yankep, Emmanuel,Charles, Georges
, p. 427 - 430 (2007/10/02)
The halide R-X is converted, in two steps, to its homologous R-CH2-X.
The Formation of CCl4- in Gamma Radiolysis of Methylcyclohexane(MCH)-CCl4 at 4.2 K
Suwalski, Jan P.,Kroh, Jerzy
, p. 267 - 274 (2007/10/02)
The formation and decay of species produced in MCH/CCl4 by ionizing radiation have been studied at 4.2 K.The optical spectrum consists of two bands: one narrow peak centered around 354 nm is attributed to CCl4- anion, the other weak band at 420-435 nm is assigned to CCl4+ cation.The spectra of the samples warmed from 4.2 K up to 77 K have been analysed.The formation of CCl4-, CCl4+, CCl3 and CCl4Cl and their role in the mechanism of the reaction occurring in the irradiated MCH/CCl4 system is discussed.
SONOLYSIS OF CHLOROFORM.
Henglein,Fischer
, p. 1196 - 1199 (2007/10/02)
Chloroform is decomposed by irradiation with ultrasonic waves to yield a large number of products. The major products are various unsaturated compounds. Decomposition occurs only in the presence of a monoatomic- or diatomic gas. Free radicals and carbenes are postulated as intermediates of sonolysis which can only be scavenged by volatile additives such as O//2 or c-hexene. In the presence of 10% c-hexene, the rate of sonolysis of chloroform is increased and various additional products are formed. Pure c-hexene is decomposed at a much lower rate than chloroform. The sonolysis of chloroform proceeds at a rate comparable to that of water.
